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  • Title: exo- and enantioselective cycloaddition of azomethine ylides generated from N-alkylidene glycine esters using chiral phosphine-copper complexes.
    Author: Oderaotoshi Y, Cheng W, Fujitomi S, Kasano Y, Minakata S, Komatsu M.
    Journal: Org Lett; 2003 Dec 25; 5(26):5043-6. PubMed ID: 14682760.
    Abstract:
    High diastereo- and enantioselectivities were obtained for the asymmetric 1,3-dipolar cycloaddition of azomethine ylides generated from N-alkylideneglycine esters with dipolarophiles using chiral phosphine-copper complexes as catalysts. Whereas the cycloaddition of azomethine ylides catalyzed by metal salts generally afforded endo-adducts as the predominant product, the present method is the first example of an exo-selective cycloaddition. [reaction: see text]
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